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870729P

Avanti

25:0 Coenzyme A

Avanti Polar Lipids 870729P, powder

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Synonym(s):
pentacosanoyl Coenzyme A (ammonium salt)
Empirical Formula (Hill Notation):
C46H93N10O17P3S
CAS Number:
Molecular Weight:
1183.27
UNSPSC Code:
12352211
NACRES:
NA.25

form

powder

packaging

pkg of 1 × 5 mg (870729P-5mg)

manufacturer/tradename

Avanti Polar Lipids 870729P

application(s)

lipidomics

lipid type

coenzymes

shipped in

dry ice

storage temp.

−20°C

SMILES string

O[C@@](C(NCCC(NCCSC(CCCCCCCCCCCCCCCCCCCCCCCC)=O)=O)=O)(C(C)(COP([O-])(OP([O-])(OC[C@H]([C@H]1OP([O-])(O)=O)O[C@H]([C@@H]1O)N2C3=C(C(N)=NC=N3)N=C2)=O)=O)C)[H].[NH4+].[NH4+].[NH4+]

General description

25:0 Coenzyme A or pentacosanoyl coenzyme A is a long chain fatty acyl-CoA. Fatty acyl-CoAs is produced from de-novo fatty acid biosynthesis and the reprocessing of pre-existing fatty acids.
25:0 Coenzyme A, also known as pentacosanoyl coenzyme A, is a coenzyme derivative of pentacosanoic acid.

Application

25:0 Coenzyme A has been used as a constituent of the internal standard mixture in liquid chromatography-electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS).
25:0 Coenzyme A or pentacosanoyl Coenzyme A has been used as a substrate for 1-acylglycerol-3-phosphate-O-acyltransferase 11 (AGPAT11) enzyme. It has also been used as an internal standard to quantify fatty acyl CoA extracted from human embryonic kidney 293 cells.

Biochem/physiol Actions

Fatty acyl-CoA plays a vital role in various cellular processes including, energy metabolism, the biosynthesis and recycling of complex lipids, the posttranslational modification of proteins and the regulation of gene expression. In addition, it facilitates most of the fatty acid modification reactions. 25:0 coenzyme A might function as a precursor of sphingolipids. Alterations in the fatty acyl-CoA metabolism leads to obesity, cardiovascular disease, diabetes mellitis and cancer.

Packaging

5 mL Amber Glass Screw Cap Vial (870729P-5mg)

WGK

WGK 3

Regulatory Information

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Fatty acid oxidation and control of food intake
Leonhardt M and Langhans W
Physiology & Behavior, 83(4), 645-651 (2004)
Christopher A Haynes et al.
Journal of lipid research, 52(8), 1583-1594 (2011-05-19)
This study describes the use of a stable-isotope labeled precursor ([U-¹³C]palmitate) to analyze de novo sphingolipid biosynthesis by tandem mass spectrometry. It also describes factors to consider in interpreting the data, including the isotope's location (¹³C appears in three isotopomers
Factors to consider in using [UC] palmitate for analysis of sphingolipid biosynthesis by tandem mass spectrometry
Haynes CA, et al.
Journal of Lipid Research, 52(8), 1583-1594 (2011)
Role of fatty acid binding proteins and long chain fatty acids in modulating nuclear receptors and gene transcription
Schroeder F, et al.
Lipids, 43(1), 1-17 (2008)
Quantitation of fatty acyl-coenzyme As in mammalian cells by liquid chromatography-electrospray ionization tandem mass spectrometry
Haynes CA, et al.
Journal of Lipid Research, 49(5), 1113-1125 (2008)

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